Pd-Catalyzed Intermolecular Amidation of Aryl Halides: The Discovery that Xantphos Can Be Trans-Chelating in a Palladium Complex

Jingjun Yin and Stephen L. Buchwald*

*Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, Email: sbuchwalmit.edu

J. Yin, S. L. Buchwald, J. Am. Chem. Soc., 2002, 124, 6043-6048.

DOI: 10.1021/ja012610k

---

Abstract

The Xantphos/Pd-catalyzed intermolecular coupling of aryl halides and amides displays good functional group compatibility, and the desired C-N bond forming process proceeds in good to excellent yields. The arylation of sulfonamides, oxazolidinones, and ureas was found to be highly dependent on reaction concentrations and catalyst loadings.

see article for more examples

---

---

Pd-Catalyzed Amidations of Aryl Chlorides Using Monodentate Biaryl Phosphine Ligands: A Kinetic, Computational, and Synthetic Investigation

T. Ikawa, T. E. Barder, M. R. Biscoe, S. L. Buchwald, J. Am. Chem. Soc., 2007, 129, 13001-13007.

---

Key Words

Amidation

---

ID: J48-Y2002-1130